#------------------------------------------------------------------------------
#$Date: 2023-10-06 03:02:36 +0300 (Fri, 06 Oct 2023) $
#$Revision: 286724 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/72/7247287.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7247287
loop_
_publ_author_name
'Korobeynikov, Nikita A.'
'Usoltsev, Andrey N.'
'Sokolov, Maxim N.'
'Novikov, Alexander S.'
'Sukhikh, Taisiya S.'
'Adonin, Sergey A.'
_publ_section_title
;
 Halogen bonding in chloroiodates(iii)
;
_journal_issue                   37
_journal_name_full               CrystEngComm
_journal_page_first              5233
_journal_page_last               5237
_journal_paper_doi               10.1039/D3CE00400G
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'Cl4 I, C7 H10 N'
_chemical_formula_sum            'C7 H10 Cl4 I N'
_chemical_formula_weight         376.86
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-04-11
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-04-19 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.985(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   4.3707(3)
_cell_length_b                   11.8303(9)
_cell_length_c                   11.8442(10)
_cell_measurement_reflns_used    5256
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      29.54
_cell_measurement_theta_min      2.43
_cell_volume                     611.59(8)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.00
_diffrn_detector                 PIXEL
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Incoatec HELIOS multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6479
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.580
_diffrn_reflns_theta_min         2.435
_diffrn_source                   'Incoatec IuS3.0 microfocus X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    3.449
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6275
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0877 before and 0.0505 after correction.
The Ratio of minimum to maximum transmission is 0.8413.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.046
_exptl_crystal_description       block
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.056
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.034
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     62
_refine_ls_number_reflns         1712
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0242
_refine_ls_R_factor_gt           0.0191
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0140P)²+0.1100P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0415
_refine_ls_wR_factor_ref         0.0432
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1479
_reflns_number_total             1712
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00400g2.cif
_cod_data_source_block           nk698_a
_cod_depositor_comments
'Adding full bibliography for 7247286--7247294.cif.'
_cod_database_code               7247287
_shelx_shelxl_version_number     2017/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.892
_shelx_estimated_absorpt_t_min   0.830
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{N1, C2}
3. Uiso/Uaniso restraints and constraints
Uanis(N1) = Uanis(C2)
4. Others
 Fixed Sof: N1(0.5) C2(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4)
5.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_shelx_res_file
;
TITL NK698_a.res in P2(1)/c
    nk698_a.res
    created by SHELXL-2017/1 at 15:08:55 on 11-Apr-2023
REM Old TITL NK698 in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.057, Rweak 0.002, Alpha 0.016, Orientation as input
REM Formula found by SHELXT: C4 N4 Cl4 I
CELL 0.71073 4.3707 11.8303 11.8442 90 92.985 90
ZERR 2 0.0003 0.0009 0.001 0 0.003 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H Cl I N
UNIT 14 20 8 2 2
EQIV $1 2-X,1-Y,1-Z
EADP N1 C2
EXYZ N1 C2

L.S. 10
PLAN  2
SIZE 0.034 0.055 0.056
TEMP -123.15
CONF
FREE N1 N1_$1
FREE N1 H1b
FREE N1 H1a
FREE N1 H1c
FREE C2 H1a
FREE C2 H1b
FREE C2 H1c
FREE C4 C4_$1
FREE C3 C3_$1
LIST 4
MORE -1
BOND $H
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\NK698_a.hkl">
REM </olex2.extras>

WGHT    0.014000    0.110000
FVAR       0.66397
I1    4    0.500000    0.500000    1.000000    10.50000    0.02083    0.02071 =
         0.01721    0.00166   -0.00032   -0.00291
CL1   3    0.668669    0.425526    0.816109    11.00000    0.03500    0.03120 =
         0.02000    0.00148    0.00366    0.00235
CL2   3    0.265478    0.668447    0.900348    11.00000    0.03798    0.02604 =
         0.02518    0.00325   -0.00440    0.00206
C3    1    1.197434    0.423924    0.550495    11.00000    0.02311    0.02755 =
         0.02579    0.00622   -0.00046    0.00056
AFIX  43
H3    2    1.334794    0.371161    0.586203    11.00000   -1.20000
AFIX   0
C4    1    1.094987    0.513791    0.611055    11.00000    0.02439    0.03100 =
         0.01879    0.00614   -0.00068   -0.00322
AFIX  43
H4    2    1.162248    0.522799    0.688097    11.00000   -1.20000
AFIX   0
C1    1    1.216722    0.312125    0.373302    11.00000    0.03598    0.02768 =
         0.02866   -0.00284    0.00300    0.00217
AFIX 137
H1A   2    1.064277    0.251325    0.371837    11.00000   -1.50000
H1B   2    1.409957    0.284564    0.408912    11.00000   -1.50000
H1C   2    1.250199    0.336435    0.295816    11.00000   -1.50000
AFIX   0
PART 1
N1    5    1.104341    0.409047    0.438889    10.50000    0.02150    0.02247 =
         0.02132    0.00190    0.00255   -0.00268
PART 2
C2    1    1.104341    0.409047    0.438889    10.50000    0.02150    0.02247 =
         0.02132    0.00190    0.00255   -0.00268
HKLF 4




REM  NK698_a.res in P2(1)/c
REM R1 =  0.0191 for    1479 Fo > 4sig(Fo)  and  0.0242 for all    1712 data
REM     62 parameters refined using      0 restraints

END

WGHT      0.0140      0.1100

REM Highest difference peak  0.352,  deepest hole -0.480,  1-sigma level  0.086
Q1    1   1.0841  0.4481  0.5795  11.00000  0.05    0.35
Q2    1   0.3704  0.6740  0.8471  11.00000  0.05    0.35
;
_shelx_res_checksum              74963
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.500000 0.500000 1.000000 0.01963(6) Uani 1 2 d S . P . .
Cl1 Cl 0.66867(12) 0.42553(4) 0.81611(4) 0.02866(11) Uani 1 1 d . . . . .
Cl2 Cl 0.26548(12) 0.66845(4) 0.90035(5) 0.02994(12) Uani 1 1 d . . . . .
C3 C 1.1974(4) 0.42392(16) 0.55049(18) 0.0255(4) Uani 1 1 d . . . . .
H3 H 1.334794 0.371161 0.586203 0.031 Uiso 1 1 calc R U . A 1
C4 C 1.0950(5) 0.51379(16) 0.61106(19) 0.0248(4) Uani 1 1 d . . . . .
H4 H 1.162248 0.522799 0.688097 0.030 Uiso 1 1 calc R U . . .
C1 C 1.2167(5) 0.31212(16) 0.3733(2) 0.0307(5) Uani 1 1 d . . . . .
H1A H 1.064277 0.251325 0.371837 0.046 Uiso 1 1 calc R U . B 1
H1B H 1.409957 0.284564 0.408912 0.046 Uiso 1 1 calc R U . B 1
H1C H 1.250199 0.336435 0.295816 0.046 Uiso 1 1 calc R U . B 1
N1 N 1.1043(4) 0.40905(14) 0.43889(16) 0.0217(4) Uani 0.5 1 d . . P C 1
C2 C 1.1043(4) 0.40905(14) 0.43889(16) 0.0217(4) Uani 0.5 1 d . . P C 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
I1 0.02083(9) 0.02071(8) 0.01721(10) 0.00166(6) -0.00032(6) -0.00291(6)
Cl1 0.0350(3) 0.0312(2) 0.0200(3) 0.0015(2) 0.0037(2) 0.0023(2)
Cl2 0.0380(3) 0.0260(2) 0.0252(3) 0.0032(2) -0.0044(2) 0.0021(2)
C3 0.0231(9) 0.0275(9) 0.0258(12) 0.0062(8) -0.0005(8) 0.0006(7)
C4 0.0244(9) 0.0310(10) 0.0188(11) 0.0061(8) -0.0007(8) -0.0032(7)
C1 0.0360(11) 0.0277(10) 0.0287(13) -0.0028(9) 0.0030(9) 0.0022(8)
N1 0.0215(8) 0.0225(8) 0.0213(10) 0.0019(7) 0.0025(7) -0.0027(6)
C2 0.0215(8) 0.0225(8) 0.0213(10) 0.0019(7) 0.0025(7) -0.0027(6)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 I1 Cl1 180.0 . 3_667 ?
Cl1 I1 Cl2 89.894(17) 3_667 . ?
Cl1 I1 Cl2 90.106(17) . . ?
Cl1 I1 Cl2 89.893(17) . 3_667 ?
Cl1 I1 Cl2 90.107(17) 3_667 3_667 ?
Cl2 I1 Cl2 180.0 3_667 . ?
C4 C3 H3 119.5 . . ?
C4 C3 N1 120.96(18) . . ?
C4 C3 C2 120.96(18) . . ?
N1 C3 H3 119.5 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 N1 120.5(2) . 3_766 ?
N1 C4 H4 119.8 3_766 . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
C3 N1 C4 118.58(18) . 3_766 ?
C3 N1 C1 120.89(17) . . ?
C4 N1 C1 120.53(19) 3_766 . ?
C3 C2 C4 118.58(18) . 3_766 ?
C3 C2 C1 120.89(17) . . ?
C4 C2 C1 120.53(19) 3_766 . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cl1 2.4962(5) . ?
I1 Cl1 2.4962(5) 3_667 ?
I1 Cl2 2.5078(5) . ?
I1 Cl2 2.5078(5) 3_667 ?
C3 H3 0.9500 . ?
C3 C4 1.371(3) . ?
C3 N1 1.374(3) . ?
C3 C2 1.374(3) . ?
C4 H4 0.9500 . ?
C4 N1 1.374(3) 3_766 ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 N1 1.483(3) . ?
C1 C2 1.483(3) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 C3 N1 C4 -0.2(3) . . . 3_766 ?
C4 C3 N1 C1 179.66(18) . . . . ?
C4 C3 C2 C4 -0.2(3) . . . 3_766 ?
C4 C3 C2 C1 179.66(18) . . . . ?
N1 C3 C4 N1 0.2(3) . . . 3_766 ?
